Vacation rentals in South Milford

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Top-rated vacation rentals in South Milford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Cottage in Wolcottville
5 out of 5 average rating, 16 reviews

The Cozy Lake Front Cottage

Come relax, soak up some sun with the entire family at our peaceful and cozy lakefront cottage on Witmer Lake. It offers stunning views of sunrises, sunsets, wild life and lake activities while sitting on the lawn or around the fire pit. Being located on one of the five chain of lakes and just walking distance from lakeside dining, makes this a great experience. The 2 bedroom 1 bath cottage is perfect place to relax after a day at the lake. Option to rent 1990 20ft Smokercraft pontoon (seasonal)

Top guest favorite
Home in Orange Township
5 out of 5 average rating, 7 reviews

Waterfront Oasis w Beach, Dock & Kayaks!

Soak up sun-filled lake days and peaceful sunset evenings at this inviting waterfront retreat. From laid-back picnics to paddling adventures, everything you need for a memorable stay is here. This home offers: 🛶 Kayaks & life vests 🏖️ Private dock with water access 🔥 Wood-burning fire pit 🌅 Screened porch with lake views 🍔 Gas grill & outdoor dining 📺 Smart TV with local channels & streaming, games & books Perfect for couples, small families, and friends seeking a relaxing lake escape.

Superhost
A modern kitchen is visible, featuring stainless steel appliances and a spacious island. Adjacent, a cozy seating area is presented with a gray sofa, a light-colored rug, and a small dining table with two chairs. Natural light streams through large windows, enhancing the inviting atmosphere.
Home in Rome City
4.73 out of 5 average rating, 45 reviews

Sylvan Lakeside Retreat

Welcome to Sylvan Lake, Rome City IN! This 3 bed 1 bath home was completely remodeled in 2024 on one of Indiana's favorite all sports lakes. Whether you're in town for a family retreat, celebrating a special occasion, or need a peaceful place to stay while traveling for work, this lakefront home offers the perfect setting to unwind after a day of adventures. Full grocery, lakeside pubs, liquor & bait along with the public boat launch just blocks away. Boat rental also available upon request.

Top guest favorite
Home in Howe
4.96 out of 5 average rating, 767 reviews

Amazing Views Lakehouse with Kayaks

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

Top guest favorite
A welcoming entry features a set of stairs leading up to the cottage, flanked by white railings. A decorative American flag is displayed on the front porch, surrounded by landscaped areas with pebbled ground and greenery.
Cottage in Rome City
4.98 out of 5 average rating, 259 reviews

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

Top guest favorite
Home in Goshen
4.98 out of 5 average rating, 114 reviews

Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Escape to The Trillium Lane Cabin - Your Home Away from Home! Experience the perfect place for you and your loved ones to escape the hustle and bustle of everyday life in this 3 bed/2 bath authentic log cabin in the heart of woods! Unwind in tranquility as you soak in the peaceful setting, whether it be on the front porch, secluded hot tub, or by the fire (wood provided). Secluded feel, but conveniently located near Goshen, Middlebury, Shipshewana (20 min), and Nappanee (30 min).

Guest favorite
The kitchen features modern appliances, including a stainless steel refrigerator, black microwave, and gas range. White cabinetry contrasts with dark countertops, and a double sink is positioned beneath overhead lighting. The flooring is a warm wood tone, contributing to a clean and functional space.
Home in Angola
4.98 out of 5 average rating, 161 reviews

Fox Lake Road Bungalow (Near Trine University)

This two bed two bath home is very new and fresh with brand new high-end furniture. From the 65” TV to the gas fire pit on the patio overlooking the small creek and woods you won’t feel more relaxed. We are five short blocks from Trine University and a short drive to the center of town and one of our 101 lakes. Fox Lake Road Bungalow is equipped with several smart home features keeping your check-in fast and simple. We would love to host you. Thank you for your consideration.

Top guest favorite
A serene lakeside view is presented at dusk, featuring calm water reflecting soft colors of the sunset. A fire pit is positioned on a grassy area adjacent to the water, while a wooden dock extends into the lake, perfect for leisure activities.
Cottage in Albion
4.96 out of 5 average rating, 145 reviews

Beautiful Skinner Lake View Cottage

Private vacation home with a beautiful view of Lake Skinner. Waterfront access for fishing or taking the paddle boat out (seasonal). This cottage has all the basic amenities to make your stay comfortable. From the warm fire place to the spacious deck and 3 seasons room, you can enjoy this place anytime of the year. The full kitchen makes this place perfect for a week long getaway! A short twenty minute drive to Auburn and under an hour drive to Fort Wayne and Shipshewana.

Top guest favorite
A cozy studio apartment features a comfortable bed with soft linens, a wooden coffee table, and a light-colored chest of drawers. Natural light filters in through a nearby window, illuminating the space. A green armchair is positioned in one corner, adding to the inviting ambiance.
Loft in Shipshewana
4.96 out of 5 average rating, 365 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is  equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space.  Enjoy some of the most picturesque landscape Northern Indiana has to offer.  We are just a 10 min walk from Stone Lake and have kayak rentals available upon request.  We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Top guest favorite
A modern kitchen area is highlighted by a large central island with a white countertop. Exposed brick walls add character, while vintage signage provides a nostalgic touch. A cozy seating arrangement features a small chair and a fireplace TV setup against the wall.
Guest suite in Middlebury
5 out of 5 average rating, 141 reviews

Mullet's Speed Shop

Refresh and relax at this newly constructed guest suite! Mullet's Speed Shop is conveniently located just 3 minutes from the famous Das Dutchman Essenhaus Restaurant and Bakery, less than 10 miles from the quaint shops of Shipshewana, and an easy 40 minute drive to Notre Dame (for the football fans). Take a bike ride or a peaceful walk on the Pumpkinvine Nature Trail less than 2 miles away. Nestled in the heart of Amish country, enjoy the buggies passing by!

Top guest favorite
The charming stone cottage is framed by a blossoming pink tree in the front yard. A well-maintained path leads to the entrance, showcasing the natural stone facade and numerous windows. The surrounding greenery enhances the inviting exterior of the home.
Cottage in Rome City
4.98 out of 5 average rating, 121 reviews

Stone Cottage on Kerr Island

Welcome to the little stone cottage on beautiful Sylvan Lake. We are located in Rome City, IN. This adorable house, originally built in 1930, was remodeled and completely renovated in 2018. The updated kitchen features tiled backsplash, gas range, oven, and fridge. There is a microwave and Keurig for your convenience. The bedroom has a queen-sized bed, a small wardrobe for hanging clothes, and a dresser. The bathroom features a tiled shower.

Top guest favorite
A comfortable living area features two soft sofas positioned around a light area rug. Natural light enters through a large window adorned with patterned curtains. A modern television sits on a wooden stand, and a lamp is placed beside a side table.
Apartment in Howe
4.95 out of 5 average rating, 260 reviews

The Upper Room

A newly remodeled full above-garage apartment with private entrance and access to a one car garage with a secure key pad. Only 15 minutes from Shipshewana Trading Place which is home to the midwest's largest flea market, beautiful Pumpkinvine Nature Trail amid Amish inspired shops and cuisine. Minutes from Indiana toll road exit 121 this quiet wooded setting is a great choice for an extended stay or ideal for a special getaway.

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